Vacation rentals with a pool in Kaunakakai

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Top-rated rentals with a pool in Kaunakakai

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Guest favourite

Apartment in Lahaina

4.91 out of 5 average rating, 261 reviews

The Sunset Stowaway—A Peaceful Napili Ridge Studio

Peaceful studio located at The Napili Ridge, in the highly sought-after west side of Maui. Equipped with a Westin Heavenly Brand KING bed, full kitchen and loads of ALOHA. Complete with all the essentials of island living and cooking (All utensils, microwave, full fridge, DW, french press, coffee grinder, toaster, blender, fresh linens, beach towels, cooler, beach chairs, hair dryer, Smart TV, free WiFi and tropical fans and AC to keep you nice and cool. Brand new stainless steel appliances. This is a QUIET off the beaten path residence- not a resort- with both long term residents and vacationers utilizing the property-please respect the quiet. This space is optimal for those who want to get out and enjoy the Maui outdoors with all its magic it has to offer at a GREAT price. Please note: We are located on the bottom floor but there are a few stairs to get to us from the parking space. The entire studio space is yours! Full kitchen and bath (shower only, no tub). A nice outdoor lanai to enjoy your morning cup of locally grown coffee. A FREE and RESERVED parking space. The property itself is equipped with a pool, BBQ, and coin-op laundry for our guests to use. ( property rules and hours of operation do apply). Available by text, email, and phone. We live very close if you should need but have lock box entry so that you may check in on your own accord. Check in is 3pm (or anytime after, until 10pm), Check out is 10am. The location of Napili is the highly desired west side of Maui, right in the heart of the action. It's only a block from Napili Bay, and a walk or a short drive to many great restaurants and beaches, plus a grocery store. Make sure and catch the bi-weekly farmers' market. Best to rent a car to see all Maui has to offer. We do have a free reserved parking spot just for you. There is a local bus that can be easily accessed, with a stop just at the bottom of our road. Uber, Lyft, and cabs available; times and rates vary. Bike rentals available. We are committed to being as sustainable and eco-friendly as we can possibly be and we appreciate our guests to be as well. Recycle, reduce, and conserve while you visit Maui. We have Hi-5 recycling available on property. Electricity costs at least double up to triple that on the mainland. Please turn off lights TV AC and fans when not using. Do not walk on the reef. Ever. Just because you have reed shoes doesn’t mean you should use them. Do not litter-Take your trash with you and dispose of it properly while visiting our parks and beaches. Support local business. Rent a "Bio-Beetle" or hybrid vehicle to get around. Volunteer if you have time. There are always beach clean ups happening or preform your own mini version. Leave the sand at the beach! Sounds simple right?-Please shake your towels, beach chairs and rinse your feet out at the beach. And finally a common sense disclaimer....Since we are in a residential community there may be construction happening. While we live in a very quiet community that has quiet hours we cannot guarantee work will not be happening around us during week day work hours. Mahalo! TAT-202-886-4512-01

Feb. 26 – Mar. 5

$317 CAD per night

Guest favourite

Condo in Maunaloa

4.92 out of 5 average rating, 104 reviews

Beach Condo on Molokai

Unit is located within an attractive condominium complex on the island’s northwest shore called Paniolo Hale, which translates “Cowboy House” in Hawaiian. The units all have wrap-around, screened-in porches or lanais. When the French doors on the living room are open, the living space expands to include this semi-enclosed area effectively blurring the boundaries between interior and exterior space. It’s a great place to eat meals, read, overlook the ocean, or even sleep as a cool breeze blows and waves break gently in the distance. Unit is a 5-minute walk to Kepuhi Beach (which it overlooks) and a 10-minute walk to Makehorse Beach. Although the condominium complex dates back to 1980, the bathroom and kitchen have recently been renovated. Unit amenities include: Washer & dryer, Stainless steel electric stove with range, Stainless steel refrigerator with filtered water and icemaker, Microwave, New dishes and glasses, Hand-sewn quilts decorating the walls.

Aug. 4 – 11

$296 CAD per night

Guest favourite

Townhouse in Kapalua

4.95 out of 5 average rating, 168 reviews

Elegant 2 level villa, prime location on The Ridge

Stylish, romantic two-level villa enjoying spectacular direct views of the Pacific Ocean and the internationally famous Bay golf course. Relax on either the master bedroom private lanai or the ground floor patio. Catch the sunrise from the comfort of your luxurious California King bed. Walking distance/complimentary shuttle to everything that makes Kapalua Resort a special place. Kapalua was not affected by the Lahaina fire (10 miles from the fire zone), nor were the areas west from Kaanapali.

Oct. 26 – Nov. 2

$776 CAD per night

Guest favourite

Condo in Wailuku. Maui

4.88 out of 5 average rating, 233 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

DIRECT OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

Aug. 21 – 28

$333 CAD per night

Guest favourite

Apartment in Lahaina

4.98 out of 5 average rating, 218 reviews

180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN

We are located several miles north of the fire. Our beaches, sunsets, warm ocean & the area continue to be amazing. We are accepting reservations. Remodeled Large Studio with New AC. Sleep 40' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS and hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Minutes to Kaanapali & Kapalua. Close to groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Mar. 7 – 14

$647 CAD per night

Guest favourite

Bungalow in Lahaina

4.99 out of 5 average rating, 159 reviews

Ka Hale Aloha (The Love Shack)

Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Apr. 16 – 23

$1,073 CAD per night

Guest favourite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES OR PARKING FEES! *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves, and the enchanting sight of whales, turtles, and snorkelers below. Experience coastal bliss in this meticulously crafted retreat.

Oct. 24 – 31

$927 CAD per night

Guest favourite

Condo in Maunaloa

4.97 out of 5 average rating, 235 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Aug. 5 – 12

$175 CAD per night

Guest favourite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously remodeled Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Apr. 3 – 10

$979 CAD per night

Guest favourite

Condo in Lahaina

4.92 out of 5 average rating, 380 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island and offers a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

Nov. 27 – Dec. 4

$308 CAD per night

Guest favourite

Home in Kaunakakai

4.93 out of 5 average rating, 14 reviews

Getaway at Molokai Shores

Come relax and enjoy everything Molokai has to offer. Newly re modeled, with all new appliances, furnishings and lanai furniture. Queen bed, with fold out couch, with all new linens. Has a excellent view of the water, as well as the property. Comes complete with all you need to cook, bbq, and prepare all your meals. Well maintained pool, putting green and shuffle board with new laundry facilities on site. Located conveniently less than 5 minutes from town.

Aug. 9 – 16

$199 CAD per night

Guest favourite

Condo in Kaunakakai

4.94 out of 5 average rating, 181 reviews

Welcome to Hotel Molokai, Unit 102...

*This unit is located on the island of Moloka'i, not MAUI. Welcome to Moloka'i, where time slows down and you're able to relax and unwind. Hotel Moloka'i is a hotel convenient located on the outskirts of Kaunakakai town. Whether you're on Moloka'i for business or pleasure, our unit offers you a comfortable place to stay. Enjoy beaches all to yourself, go on hikes and listen to live music at Hiro's 'Ohana Grill.

Aug. 13 – 20

$166 CAD per night